4,5-Diphenylimidazole → HCID 18417280, compound

HRID 991161Notes

Reaction equation

HRID 991161 reaction equation
[C:1]1([C:7]2[N:8]=[CH:9][NH:10][C:11]=2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[F:18][C:19]1[C:24]([B:25]([C:37]2[C:42]([F:43])=[C:41]([F:44])[C:40]([F:45])=[C:39]([F:46])[C:38]=2[F:47])[C:26]2[C:31]([F:32])=[C:30]([F:33])[C:29]([F:34])=[C:28]([F:35])[C:27]=2[F:36])=[C:23]([F:48])[C:22]([F:49])=[C:21]([F:50])[C:20]=1[F:51].[CH2:52]([N:70]([CH2:72][CH2:73][CH2:74][CH2:75][CH2:76][CH2:77][CH2:78][CH2:79][CH2:80][CH2:81][CH2:82][CH2:83][CH2:84][CH2:85][CH2:86][CH2:87][CH2:88][CH3:89])[CH3:71])[CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][CH2:67][CH2:68][CH3:69]>C1(C)C=CC=CC=1>[F:43][C:42]1[C:37]([B:25]([C:24]2[C:19]([F:18])=[C:20]([F:51])[C:21]([F:50])=[C:22]([F:49])[C:23]=2[F:48])[C:26]2[C:27]([F:36])=[C:28]([F:35])[C:29]([F:34])=[C:30]([F:33])[C:31]=2[F:32])=[C:38]([F:47])[C:39]([F:46])=[C:40]([F:45])[C:41]=1[F:44].[F:43][C:42]1[C:37]([B:25]([C:24]2[C:19]([F:18])=[C:20]([F:51])[C:21]([F:50])=[C:22]([F:49])[C:23]=2[F:48])[C:26]2[C:27]([F:36])=[C:28]([F:35])[C:29]([F:34])=[C:30]([F:33])[C:31]=2[F:32])=[C:38]([F:47])[C:39]([F:46])=[C:40]([F:45])[C:41]=1[F:44].[CH2:72]([NH+:70]([CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][CH2:67][CH2:68][CH3:69])[CH3:71])[CH2:73][CH2:74][CH2:75][CH2:76][CH2:77][CH2:78][CH2:79][CH2:80][CH2:81][CH2:82][CH2:83][CH2:84][CH2:85][CH2:86][CH2:87][CH2:88][CH3:89].[C:1]1([C:7]2[N:8]=[CH:9][N-:10][C:11]=2[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 695884,5-DiphenylimidazoleHCID 77709DistearylmethylamineHCID 582056Tris(pentafluorophenyl)borane

Product 1

HCID 18417280HCID 18417280, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

4,5-diphenylimidazole (0.4302 g, 1.953 mmol), tris(pentafluorophenyl)borane (2.0000 g, 3.9063 mmol) and dioctadecylmethylamine (1.0469 g, 1.9531 mmol) were placed in a 50 mL flask, taken up in 21 mL of toluene and refluxed under argon for 15 hours. The volatiles were then stripped under vacuum. Yield, 3.217 g, 92.52 percent.

Workup

  1. temperaturerefluxed under argon for 15 hours
  2. customYield

Sources & evidence

ORD record
ord-4cb2259052d0405ab4e897d9e2967e7f
Source dataset
uspto-grants-2002_10
Patent number
US06462156B2

Reaction notes

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